PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Transsexual First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Transsexual
    Time
    First
    First Time
    First Time Trans
    Shemale First Time
    Sissy First Time
    First Time Cum
    First Time Sex
    First Time Crossdresser
    Ts First Time
    Tranny First Time
    Ladyboy First Time
    First Time Anal
    First Time BBC
    Femboy First Time
    First Time Mature
    First Time Creampie
    First Time Lesbian
    First Time Amateur
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • First Time Anal
      08:41
      First Time Anal
      Pure Ts
      80K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • My first time with a trans girl !!
      14:58
      My first time with a trans girl !!
      Lina Mila
      2.1M views
    • Girl forgot to tell her Tinder date that she’s Trans
      07:22
      Girl forgot to tell her Tinder date that she’s Trans
      JsseMontz
      636.6K views
    • HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
      01:12
      HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
      1M views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      08:12
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      nbnabunny
      1.6M views
    • First time with a tranny (shemale) and we enjoy tasty cock
      07:11
      First time with a tranny (shemale) and we enjoy tasty cock
      2.8M views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • MY STEPBROTHER WANTS TO TRY FOR THE FIRST TIME WITH A TRANS GIRL
      20:51
      MY STEPBROTHER WANTS TO TRY FOR THE FIRST TIME WITH A TRANS GIRL
      yesid
      1.1M views
    • He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      10:54
      He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      Devils tgirls
      6.1M views
    • FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
      03:12
      FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
      Femout
      20.3K views
    • Moaning heaps while He came so deep inside me nothing comes
      02:56
      Moaning heaps while He came so deep inside me nothing comes
      Littlemapleberry
      1.6M views
    • FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
      03:11
      FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
      Femout
      661.4K views
    • Sexy young trans
      06:14
      Sexy young trans
      714.8K views
    • TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS
      10:25
      TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS
      Trans Angels
      750.6K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M views
    • M584G02 My son who has returned for the first time in a few years is a transcendental transsexual.
      01:29:57
      M584G02 My son who has returned for the first time in a few years is a transcendental transsexual.
      M MBM3988
      918.5K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.9M views
    • Your Very First Time - Trans Femdom GFE with Melissa Masters
      03:40
      Your Very First Time - Trans Femdom GFE with Melissa Masters
      Melissa Masters
      367.4K views
    • My first time with a real transsexual...
      08:12
      My first time with a real transsexual...
      She-Male X
      668.5K views
    • Young guy fucked in the ass for the first time by a tranny
      17:25
      Young guy fucked in the ass for the first time by a tranny
      1M views
    • Inked trans stepsister forbidden anal sex
      06:15
      Inked trans stepsister forbidden anal sex
      GenderX
      1M views
    • First time with my TS stepsister
      01:37
      First time with my TS stepsister
      David Rey
      558.1K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M views
    • FEMOUT - Introducing The Valentine Fox First Time Lust
      03:12
      FEMOUT - Introducing The Valentine Fox First Time Lust
      Femout
      16.2K views
    • surprise she has dick
      07:34
      surprise she has dick
      255.4K views
    • Goth trans girl gets fucked for the first time by a big cock and gets horny by being recorded
      08:05
      Goth trans girl gets fucked for the first time by a big cock and gets horny by being recorded
      Saranji
      71.4K views
    • Crossdressed lad tricks a new buddy into fucking
      17:48
      Crossdressed lad tricks a new buddy into fucking
      3.5M views
    • FEMOUT - Meet and Discover Taylor First Time
      03:12
      FEMOUT - Meet and Discover Taylor First Time
      Femout
      14.3K views
    • Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      10:26
      Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      ActorFab
      2.1M views
    • My first time with a trans - DVD
      01:38:46
      My first time with a trans - DVD
      Shemale World
      25.3K views
    • I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      08:12
      I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      barbanegrazponto1onepov
      2.1M views
    • Shemale fucks Petite transgirl for the first time in the New Year
      26:23
      Shemale fucks Petite transgirl for the first time in the New Year
      Kapri Sun
      369.9K views
    • Sydney Summers and Princess Emmy Give Up On Men
      13:14
      Sydney Summers and Princess Emmy Give Up On Men
      hothotfilms
      1.4M views
    • Straight First Time Explode in Sissy Mouth
      08:34
      Straight First Time Explode in Sissy Mouth
      740.2K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • My First Time with Jessy Dubai
      08:12
      My First Time with Jessy Dubai
      Jason With Women - Masculine Jason
      29.1K views
    • Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
      08:16
      Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
      Elizabeth Stewart
      402K views
    • Freya Frostnymph frotting for the first time
      04:25
      Freya Frostnymph frotting for the first time
      Freya Frostnymph
      271.4K views
    • Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      12:33
      Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      Futanari XXX
      21.5M views
    • First Time Feminized Means First Time Fucked in the Ass
      12:21
      First Time Feminized Means First Time Fucked in the Ass
      Bailey Wilde
      88.5K views
    • You will never forget your first time with shemale babe Mel
      12:07
      You will never forget your first time with shemale babe Mel
      Tranny Newbies
      1M views
    • I arrived by surprise. It was his first time sucking a shemale
      15:30
      I arrived by surprise. It was his first time sucking a shemale
      Shemale Ellyn Trans
      274.4K views
    • Surprise! She has a cock!
      00:49
      Surprise! She has a cock!
      304K views
    • Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
      06:12
      Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
      Trans Angels
      48.3K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Transsexual First Time

    • Crossdresser Sucks and Gets Fucked
    • First Time Crossdressing for Friend
    • Boy Dressed as Girl
    • Ts CD Shemale Compilation
    • Please Fuck My Sissy Ass
    • Crossdress Sex Tgp
    • Trans in Dress
    • Crossdressers Making Love
    • Tranny with BBC
    • Transgender Rough
    • Wife Makes Husband Suck Cock
    • Crossdresser Seducing a Straight Guy
    • Transsexual Com
    • Transexual Birmingham Al
    • Surprise I Have a Dick
    • Virgin Femboy
    • Transgenres
    • Boys Will Be Girls
    • Sissies
    • Transvestite Dressing
    Monetize your content
    Become a creator

    xHamster

    • About us
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster Awards 2025

    Help

    • FAQ
    • Contact us
    • Content Removal
    • Improve xHamster

    Legal

    • Terms of use
    • Privacy policy
    • Cookies policy
    • DMCA/Copyright
    • Parental Controls
    • EU DSA
    • Trust and Safety

    Earn money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults
    xHamster is adults only website!

    The content available on xHamster may contain pornographic materials.

    xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

    One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

    Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

    To enter xHamster you must be 18 or older
    how to protect your minors
    RTA Restricted To AdultsRTA Restricted To Adults